Reagent for fluorescence imaging of lipid droplets in cell and tissue

Patent metadata

Field	Value
Publication number	US-12306194-B2
Application number	US-202017440413-A
Country	US
Kind code	B2
Filing date	Mar 18, 2020
Priority date	Mar 19, 2019
Publication date	May 20, 2025
Grant date	May 20, 2025

Abstract

The present invention aims to provide a fluorescent reagent capable of highly sensitive imaging of a lipid droplet at a level ranging from cultured cells to individuals. A lipid droplet detection reagent including a compound represented by the following General Formula (I) is provided.

In the formula, m represents an integer of 0 to 5; n represents an integer of 0 to 5; X is selected from the group consisting of a sulfur atom, an oxygen atom, and a group represented by NR; R is a hydrogen atom or a group represented by —(CH 2 ) y CH 3 ; and y represents an integer of 0 to 5.

First claim

The invention claimed is:

1. A lipid droplet detection method comprising the step of:
administering to a biological sample or a biological individual, a compound of Formula (I):

wherein
m represents an integer of 0 to 5;
n represents an integer of 0 to 5;
X is selected from the group consisting of a sulfur atom, an oxygen atom, and a group represented by NR;
R is a hydrogen atom or a group represented by —(CH 2 ) y CH 3 ; and
y represents an integer of 0 to 5; and
detecting a fluorescence signal of the compound to detect the lipid droplet.

2. The detection method according to claim 1 , wherein m and n are 1.

3. The detection method according to claim 1 , wherein y is 0.

4. The detection method according to claim 1 , for detection of a lipid droplet(s) in a biological sample.

5. The detection method according to claim 4 , wherein the biological sample is a cell or a tissue.

6. The detection method according to claim 1 , for detection of a lipid droplet(s) in a biological individual.

7. The detection method according to claim 1 , wherein a solution containing: the compound; and a solubilizer; is administered to a biological sample or a biological individual.

8. The detection method according to claim 7 , wherein the solubilizer is albumin.

9. A compound of Formula (I)′:

wherein
m represents an integer of 0 to 5;
n represents an integer of 0 to 5;
X′ is an oxygen atom.

10. The compound according to claim 9 , wherein m and n are 1.

Assignees

• Univ Gunma Nat Univ Corp

Inventors

• Yoshihara Toshitada
• Maruyama Ryo
• Tobita Seiji

Classifications

• G01N2021/6439

  with indicators, stains, dyes, tags, labels, marks · CPC title

• G01N21/6428

  Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" (in vivo A61B5/00; immunoassay G01N33/53) · CPC title

• C07D519/00

  Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00 · CPC title

• C09B57/02

  Coumarine dyes · CPC title

• G01N33/92 Primary

  involving lipids, e.g. cholesterol {, lipoproteins, or their receptors (steroid hormones G01N33/743)} · CPC title